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Routes
Hiking trails & Routes
Putnam County

Sugarloaf Hill and Osborne Loop

Routes
Hiking trails & Routes
Putnam County

Sugarloaf Hill and Osborne Loop

Moderate

6

hikers

Sugarloaf Hill and Osborne Loop

03:12

10.8km

310m

Hiking

Embark on the Sugarloaf Hill and Osborne Loop, a moderate hiking route spanning 6.7 miles (10.8 km) with an elevation gain of 1031 feet (314 metres). This trail offers a diverse landscape, guiding you through open grassy meadows and dense wooded sections. As you ascend Sugarloaf Hill, you will discover…

Last updated: April 23, 2026

Waypoints

A

Start point

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1

1.25 km

White Rock

Highlight • Natural Monument

2.74 km

Curry Pond

Lake

3

10.1 km

Sugarloaf Hill

Highlight • Summit

B

10.8 km

End point

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Way Types & Surfaces

Way Types

10.5 km

171 m

131 m

< 100 m

Surfaces

7.51 km

2.98 km

200 m

< 100 m

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (270 m)

Lowest point (130 m)

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Weather

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Today

Monday 11 May

17°C

9°C

0 %

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This route was planned by komoot.

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Frequently Asked Questions

Where can I park to access the Sugarloaf Hill and Osborne Loop trail?

The trail is located within Hudson Highlands State Park Preserve. While specific parking lots aren't detailed, access points are typically found near the Garrison Institute, which is also a good reference point for the historical features along the route.

Is the Sugarloaf Hill and Osborne Loop trail dog-friendly?

Yes, dogs are generally permitted on trails within Hudson Highlands State Park Preserve. However, they must be kept on a leash at all times to protect wildlife and ensure a pleasant experience for all hikers.

What is the best time of year to hike this loop?

This loop offers beautiful scenery year-round. However, the fall is particularly stunning due to the changing leaves, which provide incredible views across the high hills. Spring and summer are also excellent, with lush greenery and open meadows.

Are there any permits or entrance fees required for this trail?

No, there are typically no permits or entrance fees required to hike the trails within Hudson Highlands State Park Preserve, including the Sugarloaf Hill and Osborne Loop.

What is the terrain like on the Sugarloaf Hill and Osborne Loop?

The terrain is quite varied, ranging from open grassy meadows to dense wooded areas. You'll encounter rocky uphill sections and some steep areas, especially as you ascend Sugarloaf Hill. Sturdy hiking shoes are highly recommended for comfort and safety.

What notable features or landmarks can I see along the route?

Beyond the natural beauty, you'll discover remnants of old farms and ancient stone walls. Near the Garrison Institute, you can see old barns and the 'magical Osborne Castle Rock.' Don't miss the surprising cactus grove near the summit of Sugarloaf Hill, and the White Rock highlight.

Does the trail intersect other well-known paths?

Yes, the route incorporates sections of several official trails. You'll hike along parts of the Osborne Loop, Carriage Connector, Sugarloaf Trail, and notably, a significant portion of the Appalachian Trail.

How long does it typically take to complete the Sugarloaf Hill and Osborne Loop?

The estimated duration for completing this moderate 10.8 km loop is approximately 3 hours and 11 minutes, though some hikers may take closer to 4 hours depending on pace and stops.

Are there any good viewpoints on the trail?

Absolutely! Upon ascending Sugarloaf Hill, you'll be treated to excellent views, including a vista facing south towards the Bear Mountain Bridge. In the fall, the changing leaves offer stunning panoramic views across the high hills.

Is this a good trail for beginners?

While it's considered moderately difficult due to significant elevation gain (around 314 meters) and varied terrain, it can be manageable for beginners with a reasonable level of fitness. Be prepared for rocky and potentially steep sections, and wear appropriate footwear.

What makes this trail unique compared to others in the area?

This loop stands out for its blend of diverse natural scenery, including open meadows and dense woods, combined with fascinating historical elements like old farm remnants and stone walls. The unexpected cactus grove near the summit and the generally quiet, remote feel also contribute to its unique charm.

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